Anthracene dye and process of making same.



came srra'rns PATENT OFFICE.

OSCAR RALLY AND MAX HENRY ISLER, OF MANNHEIM, GERlvIANY. ASSIGNORS TO BADISCHE ANILIN & SODA FABRIK, OF LUDWIGS- HAFEN-ON-THE-RHINE, GERMANY, A CORPORATION.

ANTHRACENE DYE AND PROCESS OF MAKING SAME- Specification of Letters Patent.

Patented April 24, 1906.

Original application filed January 81, 1905, Serial lTo. 243,5'71- Divided and this application filed October 10, 1905. Serial To all whom it may concern:

Be it known that we, Osonn BALLY, doctor of philosophy and chemist, and MAX HENR IsLnR, citizens of the Swiss Republic, residing at Mannheim, in the Grand Duchy of Baden, German Empire, have invented certain new and useful Improvements in Anthracene D e and 7 Process of Making the Same, whic 1 invention is divided, pursuant to the requirement of the Patent Office, out of United States Letters Patent, dated January 9, 1906, No. 809,892, of which the followin is a specification.

New compounds of the anthracene series containing a benzanthrone group can be obtained by condensing certain anthracene compounds with glycerin. (See Letters Patents Nos. 786,085, 787,859, and 798,104.) WVe have discovered that these new benzanthrones upon being treated with ,caustic alkali yield valuable coloring-matters possessing dyeing pro ierties similar to those of indanthrene, and we have described this invention in United States Letters Patent,

dated January 9, 1906, No. 809,892, which contains generic claims for coloring-matters which can be produced by treatin a benzanthrone with caustic alkali and also for the process for producin the same. i

In the present application we make no'generic claim for the production of coloring-matters from benzanthrones and for the coloring-- matters.themselves, but we wish to claim specifically the coloring-matters obtainable by treating with caustic alkali a benzenthrone which can be obtained by condensing with glycerin an anthracene body free from nitrogen (as described in the specification of Letters Patent No. 787,859) and the process for producing these coloring-matters, which are soluble in concentrated sulfuric acid, giving blue solutions, and they d ssolve in alkaline hydrosulfite, yielding blue to bluish-red.

vats which dye vegetable fiber substantively giving violet shades. In particular the col oring matter obtainable from oxanthranol yields a fuchsin-red vat with alkaline hydrosulfite.

The following example will serve to further illustrate the nature of our invention, which,

glycerin, and sulfuric acid into from fifty (50) to sixty parts of melted caustic potash at atemperature ofene hundred and eighty (180) degrees centi rade. Then raise the tem erature of the -me t to from two hundred an thirty (230) to two hundred and forty (240) degrees centigrade, and -maintain this temperature until a test portion shows that no more coloring-matter is being formed. Dissolve the melt in a large excess of Water, boil, filter while hot, and wash the precipitate on the filter with hot water. A violet paste is obtained which is ready for further use. When dried, the colorin -matter consists of a dark violet powder, whic when rubbed, assumes a shining coppery appearance. It is insoluble in dilute acids and alkalies, but in concentrated sulfuric acid it dissolves, the solution being dull violet. It is difiicultly soluble in most organic solvents, but can be crystallized out of boiling uinolin, and be thus obtained in slender nee les, which dissolve in concentrated sulfuric acid, the solution bein a pure violet. On warmin with alkaline hydrosulfite solution the coloring-matter yields a beautiful fuchSin-red vat which dyes vegetable fiber red violet. These shades on being washed become bluish violet and are extremely fast against the action of chlorin.

Now what we claim is- 1. The process for the production of anthracene coloring-mattersby treating with caustic alkali a hereinbefore-defined benzanthrone compound obtainable by condensing together an anthracene body which does not contain nitrogen, and glycerin.

2. The process for the production of anthracene coloring-matters by treating with caustlc alkali a hereinbefore-dehned benzanthrone" compound obtainable by condensing 5 together oxanthranol and glycerin.

3. As new articles of manufacture, the anthracene coloring-matters which can be obtained by treating With caustic alkali a benzanthrone obtainable from an anthracene 10o coloring matters dissolve in concentrated sulfuric acid, yieldin blue solutions, and which dissolved in alka ine hydros ulfite yielding blue to bluish-red vats which dye vegeta- 4l As anew article of manufacture the ani thacene coloring-matter which can be obtained by treat ng with caustic alkali the 2' benzanthrone obtainable from oxanthranol',

' which coloring matter dissolves in concen 4 trated sulfuric acid yielding a blue solution,

,7 bodv which does not contain nitiogen, whichv and which dissolves in alkaline hydrosulfite elding abluish-red vat which dies-vegetale fiber substantively yieldin' violet shades. In'testimony whereof We, ave hereunto K set our hands in" the presence of two subble fiber substantively giving violet shades. I scribing Witnesses.

OSCAR BALLY.

I HENRY ISLER.

Witnesses i f ERNEST EHRHARDT, J ALEC. LLoYn'; 

